http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CA-2331094-A1

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assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_5b459ec3f5254c20ccd5ca24931c4610
classificationCPCAdditional http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/Y02P20-55
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D305-14
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D305-14
filingDate 1999-04-29-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_8b285d3d4c4fe47f90aaffa7c5906684
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_39110162106cc069df7c4abf7c12c1cd
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_cc694eab06affbf2070580fddcf03fa9
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_8cb1d94761ed8de21de6fa028a0ddcc4
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_e4492de41fa9c506df59050d279ea3b8
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_f2d4826464ec3e0bf76fb997f4cceb51
publicationDate 1999-11-11-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber CA-2331094-A1
titleOfInvention Methods and useful intermediates for paclitaxel synthesis from c-7, c-10di-cbz 10-deacetylbaccatin iii
abstract The present invention relates to a method of producing paclitaxel or a paclitaxel analog comprising the esterification of C-7, C-10 di-CBZ baccatin III with an N-carbamate protected, C-2-protected 3-phenyl isoserine side chain. The C-7, C-10 carbobenzyloxy groups are then replaced with hydrogen and an acyl group is substituted at the C-3' nitrogen. The resulting compound is acylated at the C-10 hydroxyl position, and deprotected at the C-2' position by replacing the hydroxyl protecting group with hydrogen to produce paclitaxel or a paclitaxel analog. The present invention also relates to alternative methods of acylating a 10-hydroxy paclitaxel analog. The first method comprises dissolving a 10-hydroxy paclitaxel analog in an acceptable ether solvent therefor to form a first solution at a first temperature. The first solution is then cooled to a second temperature, and an alkali base is added to form an intermediate compound having a metal alkoxide at the C-10 position thereof, after which an acylating agent is then added. The second method comprises dissolving a 10-hydroxy paclitaxel analog in an acceptable ether solvent therefor. An alkali salt is added, and a trialkyl amine base or pyridine is next added, followed by the addition of an acylating agent. The present invention is additionally directed to a C-10 metal alkoxide chemical intermediate for use in producing paclitaxel or paclitaxel analogs.
priorityDate 1998-05-01-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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